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  • 1
    Electronic Resource
    Electronic Resource
    Untersuchungen zurFriesschen Verschiebung von Estern derortho- undpara-Methoxybenzoesäure (1979)
    Springer
    Monatshefte für Chemie 110 (1979), S. 1057-1066 
    Details
    ISSN: 1434-4475
    Keywords: Fries rearrangement ; of methoxybenzoates ; 2- or 4-Hydroxy-4′-methoxy-benzophenones ; TiCl4 ; catalytic action of
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract TheFries rearrangement of different methoxy benzoates has been investigated. Frompara-methoxy benzoates the corresponding hydroxy-4′-methoxy benzophenones could be obtained in good yields by treatment withLewis acids (especially TiCl4) in nitromethane at 20°C (4-hydroxy derivatives) or without solvent at 120°C (2-hydroxy derivatives). Under the same conditions only demethylation occurs withortho-methoxy benzoates leading to the corresponding salicylates. Small amounts of hydroxy-2′-methoxy benzophenones were obtained by treatment with polyphosphoric acid.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00910953
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Friessche Verschiebung vonortho- undpara-Methoxyphenylacetaten. Die Bildung von Ketoestern (1980)
    Springer
    Monatshefte für Chemie 111 (1980), S. 81-92 
    Details
    ISSN: 1434-4475
    Keywords: Acylphenols, o- and p- ; Fries rearrangement ; Ketoesters ; Phenyl acetates, o- and p-methoxy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract During theFries rearrangement ofo- andp-methoxy phenyl acetates with AlCl3 in nitromethane at 20°C substitution occurs mainly in thep-position of the phenolic residue to yieldp-acylphenols. Larger quantities ofo-acylphenols are obtained only, if thisp-position is already substituted. Witho-methoxy phenyl acetates the substitution of the acid residue to yield ketoesters is observed as a side reaction. Those ketoesters are obtained as main products if TiCl4 is taken as a catalyst.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00938719
    Library Location Call Number Volume/Issue/Year Availability
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    Paper (German National Licenses)
    Fulltext
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